

FolioPitch.com – 23 October 2026 | Federico Chiesa’s Anfield adventure appears to be nearing its end, and the latest developments have placed CM Milan among Serie A teams watching on as Chiesa could leave Liverpool. The 28-year-old winger, who swapped Fiorentina for Merseyside just over two years ago, has struggled to establish himself in the Premier League, and a January departure is increasingly being discussed in Italian football circles.
According to reports emerging from Calciomercato.com, Chiesa is at a crossroads in his career. Since arriving at Liverpool for a reported €12 million in the summer of 2022, the Italy international has managed just 424 minutes of Premier League football, with only two of those minutes coming in the current campaign. That lack of playing time has prompted serious questions about his future, and while staying at Liverpool has not been completely ruled out, the feeling is that the player will begin exploring alternative destinations when the transfer window reopens.
Should Chiesa decide that his time in England has run its course, he will not be short of options in his homeland. The report names AC Milan, Inter, Lazio, and Atalanta as clubs keeping tabs on his situation, all of whom would be prepared to explore a move if the attacker signals a willingness to return to Serie A. The fact that CM Milan among Serie A teams watching on as Chiesa could leave Liverpool is particularly significant given the Rossoneri’s current attacking shortcomings.
Milan’s lack of depth in the forward department was glaringly exposed in their most recent outing, and Chiesa’s versatility would make him an attractive proposition for head coach Paulo Fonseca. The former Fiorentina star is capable of operating on either flank, in a central attacking role, or even as a makeshift striker if required. That flexibility could prove invaluable for a Milan side that has relied heavily on a small core of forwards this season.
Chiesa’s move to Liverpool was viewed as a statement of intent when it was completed, with the winger eager to test himself in one of Europe’s most competitive leagues. However, injuries and fierce competition for places have limited his impact. The numbers tell a stark story: just a handful of starts, sporadic substitute appearances, and a total of 424 minutes in the English top flight. For a player who was once regarded as one of Italy’s most exciting attacking talents, the situation has become untenable.
Liverpool, for their part, are understood to be open to a sale. Having paid €12 million for his services, the Reds would be willing to cut their losses and allow Chiesa to seek regular first-team football elsewhere. There has been no mention of a specific price tag, but a modest fee could be enough to secure his signature, especially if the player himself pushes for a return to Italy.
AC Milan’s interest is rooted in practicality. The Rossoneri have struggled to find consistent goal contributions from their supporting attackers, and Chiesa’s ability to beat defenders and create chances from wide areas would add a new dimension to their play. Moreover, his experience in Serie A and with the Italian national team means he would require little time to adapt to the demands of the league.
Yet Milan will face competition. Inter, Lazio, and Atalanta are all monitoring developments, and each could offer Chiesa a different project. Inter’s squad depth and title ambitions might appeal, while Lazio and Atalanta could offer more guaranteed playing time. The fact that CM Milan among Serie A teams watching on as Chiesa could leave Liverpool suggests that the Rossoneri are casting a wide net in their search for attacking reinforcements.
Much will depend on Chiesa’s own preference and whether Liverpool receive an acceptable offer. The January window is notoriously difficult for negotiating major deals, but the winger’s situation is one to watch. If he does return to Serie A, he will be hoping to rediscover the form that once made him one of the most coveted attackers in Italian football.
For now, the likes of Milan, Inter, Lazio, and Atalanta will continue to monitor his progress, and the possibility of CM Milan among Serie A teams watching on as Chiesa could leave Liverpool remains a live storyline. The coming weeks could shape the next chapter of Chiesa’s career, and a return to Italy appears increasingly likely.
Federico Chiesa’s time at Liverpool has not gone to plan, and a January exit is now a realistic prospect. With several Serie A clubs – including AC Milan – keeping a close eye on his situation, the stage is set for a potential return to Italian football. Milan’s need for attacking depth makes them a logical destination, but they will have to fend off competition from Inter, Lazio, and Atalanta. As the transfer window approaches, the Chiesa saga is one that will continue to attract attention, and the fact that CM Milan among Serie A teams watching on as Chiesa could leave Liverpool underscores the seriousness of the Rossoneri’s interest.
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